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Hotels with Swimming Pool in Highland Lake, New York

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Check availability on Highland Lake Hotels with Swimming Pool

Tonight
Oct 3 - Oct 4
Tomorrow
Oct 4 - Oct 5
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Highland Lake hotels with a pool

An indoor water park with a large water slide, inflatable tubes, and lush greenery.
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.
A lake with a dock and a grassy area with chairs and umbrellas.
A modern kitchen with granite countertops, a dining area with a large table and chairs, and a ceiling fan.

1. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
Highland Lake
P16,860
P75,896 total
includes taxes & fees
Oct 12 - Oct 13
2 Lake Cabins Pool+hottub Game Room 23acs
A rectangular outdoor swimming pool with a metal ladder, surrounded by greenery and trees.
A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.
A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.
A modern building with a wooden walkway leading to a covered entrance.

2. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
Eldred
  • Serene lakeside retreat offers relaxing swims, hot tub soaks, and lounge areas for ultimate outdoor relaxation by the water.
P20,877
P24,529 total
includes taxes & fees
Nov 2 - Nov 3
The Bradstan Boutique Hotel
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

3. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
P7,643
P8,636 total
includes taxes & fees
Nov 4 - Nov 5
Hampton Inn Monticello
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.
A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.
A gym with treadmills, elliptical machines, and a bench press.

4. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
  • Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
P6,965
P7,592 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Matamoras/Milford
A large indoor swimming pool with a wooden deck and lounge chairs.
A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.
A modern bathroom with a glass shower enclosure, a toilet, and a towel rack with folded towels.
A modern living room with two sofas, a glass coffee table, and a painting of a horse.

5. Best Western Monticello

Best Western Monticello
Monticello
  • Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
P7,101
P8,024 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Monticello
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A modern bar area with a central island, bar stools, and overhead lighting.

6. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
  • Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
P9,336
P12,113 total
includes taxes & fees
Oct 12 - Oct 13
Resorts World Catskills Casino
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".
A bar area with a central island, multiple bar stools, and a large screen displaying content.
A hotel with a pool area, outdoor seating, and a view of the sunset.

7. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
P10,124
P15,898 total
includes taxes & fees
Oct 15 - Oct 16
The Kartrite Resort & Indoor Waterpark
A rectangular swimming pool with a wooden deck, surrounded by a fence and trees.
A bedroom with a bed, two bedside tables, a bench, a window, and a painting on the wall.
A living room with a stone fireplace, a sofa, a coffee table, and bookshelves.
A large, two-story house with a prominent front entrance, multiple windows, and a balcony.

8. Inn at Lake Joseph

Inn at Lake Joseph
Forestburgh
P22,237
P25,128 total
includes taxes & fees
Nov 4 - Nov 5
Inn at Lake Joseph
An indoor swimming pool with a central column, tiled floor, and a skylight above.
A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".
A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

9. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
Monticello
  • Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.
P8,614
P11,298 total
includes taxes & fees
Nov 1 - Nov 2
The Alder at Resorts World Catskills
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A hotel room with two beds, a desk, a chair, and a large painting on the wall.
A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.
Accessible bathroom

10. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
P5,423
P6,128 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn by Wyndham Liberty/Monticello
View all properties

Choose what matters most at hotels with a pool in Highland Lake

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Highland Lake Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Swimming pool area was very attractive and pool was heated"
Jane 1-night trip
Posted 10 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 1 day ago
Days Inn by Wyndham Liberty/Monticello
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

10/10 Excellent
"I love the jaquzy it was beautiful. Tha staff very friendly and helpful I recommend this place any time !!!"
Mariely 2-night trip
Posted 4 days ago
Days Inn by Wyndham Wurtsboro

Frequently asked questions

What are some hotels with pools in Highland Lake?
The Kartrite Resort & Indoor Waterpark: Features complimentary wireless internet access, a pool, and kitchens. Resorts World Catskills Casino: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. Villa Roma Resort and Conference Center: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. Days Inn by Wyndham Liberty/Monticello: Features a children's pool, a seasonal outdoor pool, and 3 restaurants. Best Western Hunt's Landing Hotel Matamoras/Milford: Offers daily, a pool, and free self parking.
What is there to see and do in Highland Lake?
Make a point to visit attractions like Bethel Woods Center For The Arts and The Museum at Bethel Woods. Discover sights such as Sidwell Lake during your stay.
When is the best time to book a hotel with a pool in Highland Lake?
Taking into account the local weather in Highland Lake can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Highland Lake are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.

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